2-methyl-2-pyrrolidin-2-yl-propionic acid methyl ester | 86000-16-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 2-methyl-2-pyrrolidin-2-yl-propionic acid methyl ester
• 英文别名: methyl 2-methyl-2-pyrrolidin-2-ylpropanoate
• CAS: 86000-16-0
• 化学式: C₉H₁₇NO₂
• 分子量: 171.239
• InChiKey: AMRCSFBRIBGWOS-UHFFFAOYSA-N

物化性质

• 沸点：
  120 °C(Press: 10 Torr)
• 密度：
  1.001±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methyl-2-pyrrolidin-2-yl-propionic acid methyl ester 在 苯基溴化镁 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以79%的产率得到6,6-Dimethyl-1-aza-bicyclo[3.2.0]heptan-7-one
  参考文献：
  名称：

  Electroorganic chemistry. 82. .beta.-Amino acid esters from .alpha.-methoxycarbamates and ketene silyl acetals; cyclization to .beta.-lactams

  摘要：

  DOI：

  10.1021/jo00180a020
• 作为产物：
  描述：

  2-(1-Methoxycarbonyl-1-methyl-ethyl)-pyrrolidine-1-carboxylic acid methyl ester 以61%的产率得到
  参考文献：
  名称：

  SHONO, TATSUYA;TSUBATA, KENJI;OKINAGA, NOBUYUKI, J. ORG. CHEM., 1984, 49, N 6, 1056-1059

  摘要：

  DOI：

文献信息

• Beta-Amino-Acid derivatives as inhibitors of matrix metalloproteases and TNF-Alpha
  申请人：——

  公开号：US20020013341A1

  公开（公告）日：2002-01-31

  The present application describes novel &bgr;-amino acid derivatives of formula I: 1 or pharmaceutically acceptable salt or prodrug forms thereof, wherein A, X, Z, U a , X a , Y a , Z a , R 1 , R 2 , R 3 , R 4 , and R 4a are defined in the present specification, which are useful as metalloprotease and/or as TNF-&agr; inhibitors.

  本申请描述了式I的新型β-氨基酸衍生物： 1 或其药用可接受的盐或前药形式，其中A、X、Z、U a 、X a 、Y a 、Z a 、R 1 、R 2 、R 3 、R 4 和R 4a 在本规范中有定义，这些衍生物可用作金属蛋白酶和/或TNF-α抑制剂。
• Beta-amino acid derivatives as inhibitors of matrix metalloproteases and TNF-alpha
  申请人：——

  公开号：US20040072802A1

  公开（公告）日：2004-04-15

  The present application describes novel &bgr;-amino acid derivatives of formula I: 1 or pharmaceutically acceptable salt or prodrug forms thereof, wherein A, X, Z, U a , X a , Y a , Z a , R 1 , R 2 , R 3 , R 4 , and R 4a are defined in the present specification, which are useful as metalloprotease and/or as TNF-&agr; inhibitors.

  本申请描述了式I的新颖β-氨基酸衍生物：1或其药用可接受的盐或前药形式，其中A、X、Z、Ua、Xa、Ya、Za、R1、R2、R3、R4和R4a在本规范中有定义，这些衍生物可用作金属蛋白酶和/或TNF-α抑制剂。
• Trifluoromethanesulfonic acid-promoted reaction of hexahydro-1,3,5-triazines with ketene silyl acetals. convenient synthesis of alkyl β-aminocarboxylates
  作者：Kiyoshi Ikeda、Kazuo Achiwa、Minoru Sekiya

  DOI：10.1016/s0040-4039(00)81563-4

  日期：1983.1

  A new, convenient synthesis of alkyl β-aminocarboxylates has been achieved by a reaction of hexahydro-1,3,5-triazines with ketene silyl acetals in the presence of catalytic amount of trifluoromethanesulfonic acid.

  在催化量的三氟甲磺酸存在下，六氢-1,3,5-三嗪与乙烯酮甲硅烷基缩醛的反应已经实现了一种新的，方便的β-氨基羧酸烷基酯的合成方法。
• B(C₆F₅)₃-Catalyzed C–H Alkylation of <i>N</i>-Alkylamines Using Silicon Enolates without External Oxidant
  作者：Jessica Z. Chan、Yejin Chang、Masayuki Wasa

  DOI：10.1021/acs.orglett.8b03959

  日期：2019.2.15

  An efficient method for the coupling of N-alkylamines with silicon enolates to generate beta-amino carbonyl compounds is disclosed. These reactions proceed by activation of alpha-amino C-H bonds by B(C6F5)(3), which likely generates a "frustrated" acid/base complex in the presence of large N-alkylamines. The transformation requires no external oxidant and releases hydrosilane as a byproduct. The utility of this method is demonstrated in the late-stage functionalization of bioactive molecules such as citalopram, atomoxetine, and fluoxetine.
• Ikeda, Kiyoshi; Achiwa, Kazuo; Sekiya, Minoru, Chemical and pharmaceutical bulletin, 1986, vol. 34, # 4, p. 1579 - 1583
  作者：Ikeda, Kiyoshi、Achiwa, Kazuo、Sekiya, Minoru

  DOI：——

  日期：——

表征谱图